MY SECOND INTERROGAYTION EVENT

Friday 13, 2024

About 12:00pm

LINK INTERROGAYTION

         LB

        THE MAKING OF DADDY SCRUFF

        THE INITIATION

       ALABASTER

       PEARLY WHITES

       SHOOTER

       SEXY GUARD

              

              

              

The day has come.  I am getting my stuff ready to go to San Francisco for their fourth Interrogaytion event.  For me it will be my second.  I'm attending as a guard.  The last time I attended, I was a deputy.  

To understand more of the theme read THE INTERROGAYTION.

I decide that this time I am not going to bring as much to the event.  Just my lube, condoms and a few other items.  

Even though I hardly Bareback I decide to go with my 2-1-1 Prep routine just in case I do here and there.  12 noon I take my two pills and pack my Doxy as well.  

Around 8:00pm

I arrive late due to traffic and leaving later than expected.  When I get in, I show my ID and get my number.  I Strip naked and put my belongings into the bag given at coat check. 

Normally I would have some type of jockstrap or outfit on for the event.  This time I am going with my black ball cap of course, my leather cock ring and black gloves.   I decide to be nude.  I normally overheat with a bunch of stuff on so I'm keeping it simple.  I look at my leather wallet holster.  I debate if I want to bring it or not.  It has my lube and condoms in it.  I make my mind up not to bring it.  

I decide this event, I'm going to go bare.  That means no condoms what so ever.

This would be my first time.  

This wouldn't be my first barebacking but my first time doing it in such a capacity.  I have always been more heedful in whom I have unprotected sex with.

One being that I am coming from a generation that used protection after the AIDS crisis.  It has become second nature now.  The second being that I've always viewed that as something I do with a small circle of people that I have built a special connection with.    

No more contemplating. 

I decide to leave the holster in the bag and just go with just me.  

Since I get in late, everyone is already fucking.  The sounds of men moaning, screaming and flesh slapping against each other; added with the rattling of the slings, brings a dark and almost ominous air to the atmosphere.  Anyone unfamiliar with what is going on behind the black curtain would probably hesitate going past the dark threshold.  For the rest of us, it is the call that we are home.

At this point, the times of and order in which things happen may or may not be out of order.  Everything is a blur once behind the black curtain.  There are no devices, no sense of time, just 100% fucking.

I walk into the venue.  To my right is a couch with three inmates with their asses poked out waiting to be plugged.  To my left is a sling with a guard railing a guy that sounds very familiar.  I have heard those moans before.  Even though the inmates are hooded, I can totally recognize my buddy.  It's LB and he's taking it hard and deep.

The sights and sounds are arousing but I'm not fully up yet.  Honestly, I'm inquisitive and yet tentative on whether I am on board with sticking my dick into a bunch of unknown assholes I have no knowledge of.  

To help get my mind into a groove, I look down at my not quite semi hard dick, lube up and slowly stroke.  

The aesthetic of the leather cock ring around my freshly trimmed cock and balls starts to get me more aroused.  I've also lost about 15 pounds in the last few weeks; so my belly is no longer eclipsing my erection.  I actually feel much sexier these days. 

 

I look down as I stroke my dick with my leather cock ring.  I apply a bit of lube.  I walk towards the couch.  I migrate towards the first inmate at the end with his ass poked out.  He has fair skin; not much color to him, almost alabaster. 

I walk up to him and touch his backside to let him know I am behind him. As I stick my finger in to test the waters, I begin to grow.  Slowly I insert myself into him.  He lets out a moan almost as a sigh of relief.  It’s warm, moist and just the right fit.  I go in and begin fucking. 

"Oh yeah! Fuck yes! Fuck!" He repeats over and over as I pick up the pace.

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He’s loving it and telling me how good it feels.  I'm really not sure how much of the loud moaning and deep praise is a genuine reaction to being pounded or fluff to stroke our egos.  I do know that this man is making noises like crazy and he has the most ecstatic smile on his face.  

Though I don't consider it as an ego stroke, It definitely fuels my fire to go all in, no holds barred.

I must return the compliment because his ass feels amazing.  I pump him for a few more minutes before going to the next hole.  

I look across and notice an inmate on the bed.  He is White.  He is a bear type with a grayish beard and a hint of light brown.  I noticed him when I was with Alabaster.  At the time he wasn't being used.  My goal is to make sure no hole is left behind so I walk up to him.  I acknowledge that I'm behind him and greet him.  I push myself inside.

There is this gasp.  I slow down to get him used to it.  As I inch in deeper I hear him sigh.

"Ahh!" He releases.

He takes a deep breath an arches his back up a bit.  Most tops want the bottom to arch their backs down so that their asses poke out more for better access.  They hate it when the bottom "runs."  For me it is sexy and a big turn on.  If it is one thing I want most from the bottom, it's an honest response.  At that moment I know their response is genuine.  I also know for many bottoms, that is a sign of temporary distress and that it is maybe time to slow my entry. 

"You're okay?" 

"Yeah man! Take it!" He gasp as he reaches back as a sign to keep going.

As I hit the very bottom, he gasps again, this time in a much higher octave.  

And there's that ecstatic smile again.  This time on a different inmate. 

Okay.  Now, it is official.  The ego is definitely stroked!  Not in an inflated way manufactured by the receiver, but by the fact that these inmates really do appreciate their guards and a good pounding is like a breath of fresh air for them.  

As I take in the sights and sounds around me, I realize these inmates have been preparing for a very long time for this moment; not just physically but mentally and emotionally as well. 

I pick up the pace.  He loves every second of it.  He has a great big smile of relief on his face.  

When he smiles I notice how perfectly straight and white his teeth are.  I almost mention how much I love seeing those sexy choppers of his but I keep it to myself.

I pump at a steady rhythm.  He begins to grip the sheets on the bed as I go harder and faster.  I love seeing that.  It drives me into beast mode.  I pump as hard and fast as I could.  He is loving it.  His hole is literally devouring me up.  I am totally lost inside this man.  

There are some holes that just fits like a glove when fucking.  The angle, the height, the way the bottom responds to the top all makes for a perfect fit.  For the record the term,"A hole is a hole" is definitely not true.  Not all holes are created equal.  This one  has me hooked.  After a while I get him on his back.  He spreads his legs as I plow into him.  We fuck for quite some time.  

"I really want to get you in a sling.  I am definitely going to revisit you again," I say to him. 

I did revisit him about three times on the bed. I fucked him good as he smiled with those pearly whites.  

After leaving him, I moved over to LB. 

We are supposed to keep it anonymous.  Without giving to much away I mention, "I know this guy!"

I stick it in and he knows as well.  I'm sure my voice gives me away as well. 

There are some holes that I never get enough of.  LB is definitely one of them.  The moans that come out of that man, the way he grabs on to me for a rough ride and the way that hole invites me in, makes me come back for more every time.

I had mentioned back in September that I got prep from my clinic and that I would love to try going bare with him.  

When we figure out who each person is, he asks me if I am uncovered. 

"Yeah. I actually love the feeling.  I'm still getting used to it."

He smiles like a proud parent showing approval of a job well done to their child.  He's been kindly suggesting and making unique scenarios how we could go about it since we've met last year.  I am actually surprised how many holes I mount bare tonight and how psychologically comfortable I am with the situation. 

Not to beat a dead horse, but I am very selective with that and to what extent I do it.

My task is to test drive each inmate.  I believe I actually accomplish my goal.  I make sure there is no hole that I don't mount. 

Interrogaytion is usually much smaller in crowd than Horse Market so it is much easier to cover territory of most if not all the mares.

I go back to the couch.  I've tried Alabaster.  Now it is time to try the guy next to him.  I bend down to go in.  It is a little challenging for me.  He is much more petite and It is hard to get a good groove with this guy but I do continue for a few minutes since my goal is "Every hole."  

There is a hot guard next to me that I have my eye on. Sometimes to keep me horny I will get lust fuel by watching the other gaurds fuck.  This one gaurd is sexy as hell. He is a White guy, probably in his late forties, early fifties.  He has a thin scruffy beard, short brown hair with a very lean body and a moderately hairy torso.  His beard and hair is like a like a medium brown with a splash of gray and he has a delicious looking dick that makes me want to gobble him up.

I catch his attention (Maybe because how hard I am staring at him while he's fucking.)  He smiles at me and says, "You go gotta try this one.  He's amazing!"  It's Alabaster.  I tell him I am very aware of that ass.  I decide instead to try the last inmate on the couch.

My next guy is a wonderfully thick cub sized guy with dark brown skin.  He seems to be Asian of some type.  I migrate to the sling he is in.  It is another good fit.  It is warm, moist, and inviting.  He makes no hesitation to grab my chest as I'm railing him in the sling.  The chains on the sling are rattling as I power fuck him.  The louder he yelps, the harder I slam.  I continue until I feel his legs trembling. H e is going in and out of orgasmic convulsions.  I love the feeling it sends through my pelvic area feeling his body react. 

"Damn! You're big!" 

I keep hearing that throughout the night with a variety of guys: 

That and "I love your touch." 

"I am very tactile. I love touch and body contact." I respond.

I went back to LB and fucked him some more in the sling.  I returned to him about two more times.

The cute Asian guy got out of the sling.  This is my chance to get Pearly Whites in there.  I call one of the deputies over to assist him in the sling.

I get my chance to really plow him.  We fuck again until my legs need a break.  I return yet another time for some more.  Between LB, Alabaster and Pearly Whites I am working.

I try out all the guys on the fuck bed.  There's a time when the Sexy Guard and I are fucking across from each other.  We make eye contact.  We feed off each other's sexual energy.  

At one point, I'm right next to him watching him fuck as I stroked my dick.  He then asks if I want to try a Double penetration.  The thought of feeling this guys dick rubbing against mine as we are fucking turns me on.  Without hesitation I say yes.

He instructs me to get behind the inmate and squat almost in a froggy position as he goes in behind me. 

"It's not going to work.  I don't have enough reach." I mention.

I Just don't seem to be long enough for the task.

I honestly am not sure. I know if I was longer it would probably work.  I am thicker.  Some say too thick may not work as well.  Not to mention, I don't have the best balance.  I leave the DP for those that have better experience.  But I definitely enjoy watching them go at it.

I go to the fuck bed and fuck an inmate that I haven't had yet.  He is enjoying the fuck.  I must say, He's a little tight for my comfort but I fuck him anyway.  I make my rounds on the fuck bed until I know that I leave no hole un-fucked by me.  Then I return to LB and Pearly Whites.

Just after fucking Pearly Whites, the Warden calls out fresh meat.  It is a Black guy.   He's placed on the bench where the DP took place.  Sexy Guard and a bunch of horny guards stand in line for their turn.  I get in line with the fellows.  

I am extra eager to test drive this stud.  Due to my demographic, it is rare that I get to play with others of my hue.  It is not a major tragedy for me.  But I do enjoy the switch of diversity when I get the opportunity.

It is my turn.  This stud not only takes it like a pro but he's backing up on it quite fervently.  The vehicle literally drives himself.  I place my hands on his back as I enjoy the ride.  After him, I sit down for a few minutes and rest.

By now the crowd is much thinner.  There is a dark skinned Indian guard with a mustache and short wavy hair.  I'll call him Shooter.  You will soon understand why.   

He sits near me and we chat and get to know each other.  After a few minutes he mentions that he wants to cum.  The best way for him to do this is to have someone suck on his nipples as he strokes his dick.  Well, who am I to deny anyone of that opportunity?

I suck and lick his nipple with a gentle bite here and there.  

He warns me that he shoots a lot.  

"Okay no problem."

When it happens, He shoots the biggest wad imaginable.  It is almost unreal if I wouldn't have seen it with my own eyes.  There's such a big load, the inmate across says, he could smell his jizz from where he is.  We have a good laugh.

The event is wrapping up. and we are getting our belongings.  I catch up with LB and ask him if he would like to come back to my hotel for an encore performance.  He agrees and my night or shall I say morning continues.  Since LB has been a great person to know and our chemistry is so well; I save my load for him.  It took some pounding to get it out of me but I did it and he left a happy camper.  And I went to sleep even happier.

There is so much to unpack here.

First: I noticed a great difference between my stamina when I am fucking bare and with a condom.  With a condom it is not uncommon for me to have issues keeping an erection. In the past if I started with condoms and then went bare I would cum almost instantly after removal.  But starting off bare I noticed I had no issues keeping it hard. I also didn't cum quickly as I used to in the past.

Second: I didn't know if I would actually have the mindset to go unprotected.  But Ironically it was not only okay for me but I was a lot more virile sexually and I did not stop. I don't think I ever fucked as many guys in one night and STILL went home and fucked some more.

Third: I have a big dick. I really do.  (How conceited does that sound? lol) But the truth is I have a big dick.  I don't understand or haven't grasp that reality. Not saying that is a bad thing. Actually I believe not understanding that reality has helped me to be more grounded. Now I believe it is a nice size, but big?  I just see others that are so much bigger than me.  I have girth.  I have a good length but I definitely have more girth than length.  When I see others much longer than me, my mind thinks, "Well there is no way you are bigger than that." And even missing out on the DP adds to the more humble approach to my self view.  For the record, I was told by LB that I was mentioned in the IG meeting about my size. I believe the Warden was mentioning guys with bigger dicks using condoms and it was brought up that I had the second biggest dick at the event. Go figure!

#4  I really do have versatile energy in me.  I don't care how much of a top I am nor how many people call me "Daddy" I love seeing other tops fuck. If these events weren't as strict about tops playing with each other, I would be on my knees like the cocksucker I always wanted to be.  Sucking dick gives me super powers to be a great top and feeding off the lust for these fellow guards and stallions is what make me go in all the way with these horny bottoms.

#5 I have definitely touched on some milestones. Without a doubt this self awareness is helping to mold THE MAKING OF DADDY SCRUFF .  And then there is THE INITIATION into BB. Although it is not something I plan on doing all the time, this encounter has definitely been a breakthrough.